CA2055419C - Formulation non aqueuse de polyisocyanate - Google Patents

Formulation non aqueuse de polyisocyanate

Info

Publication number: CA2055419C
Authority: CA; Canada
Prior art keywords: polyisocyanate; diisocyanate; formulation; weight; polyalkylene ether
Prior art date: 1990-11-20
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

CA002055419A

Other languages

English (en)

Other versions

CA2055419A1 (fr

Inventor

Karl Haeberle

Lothar Maempel

Ulrich Filges

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

BASF SE

Original Assignee

BASF SE

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1990-11-20

Filing date

1991-11-13

Publication date

1999-07-13

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6418606&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA2055419(C) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1991-11-13 Application filed by BASF SE filed Critical BASF SE

1992-05-21 Publication of CA2055419A1 publication Critical patent/CA2055419A1/fr

1999-07-13 Application granted granted Critical

1999-07-13 Publication of CA2055419C publication Critical patent/CA2055419C/fr

2011-11-13 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 94
239000005056 polyisocyanate Substances 0.000 title claims abstract description 67
229920001228 polyisocyanate Polymers 0.000 title claims abstract description 62
238000009472 formulation Methods 0.000 title claims abstract description 57
239000006185 dispersion Substances 0.000 claims abstract description 39
125000005442 diisocyanate group Chemical group 0.000 claims abstract description 18
229920001281 polyalkylene Polymers 0.000 claims abstract description 17
POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims abstract description 15
239000007795 chemical reaction product Substances 0.000 claims abstract description 14
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 13
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims abstract description 11
239000011248 coating agent Substances 0.000 claims abstract description 11
238000000576 coating method Methods 0.000 claims abstract description 11
239000000463 material Substances 0.000 claims abstract description 11
125000001931 aliphatic group Chemical group 0.000 claims abstract description 10
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims abstract description 10
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 8
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims abstract description 7
239000005057 Hexamethylene diisocyanate Substances 0.000 claims abstract description 5
239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 5
125000002947 alkylene group Chemical group 0.000 claims abstract description 4
229920000570 polyether Polymers 0.000 claims abstract description 4
125000005628 tolylene group Chemical group 0.000 claims abstract description 4
GFNDFCFPJQPVQL-UHFFFAOYSA-N 1,12-diisocyanatododecane Chemical compound O=C=NCCCCCCCCCCCCN=C=O GFNDFCFPJQPVQL-UHFFFAOYSA-N 0.000 claims abstract description 3
NNOZGCICXAYKLW-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC=C1C(C)(C)N=C=O NNOZGCICXAYKLW-UHFFFAOYSA-N 0.000 claims abstract description 3
OHLKMGYGBHFODF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=C(CN=C=O)C=C1 OHLKMGYGBHFODF-UHFFFAOYSA-N 0.000 claims abstract description 3
OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 claims abstract description 3
CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 claims abstract description 3
239000007787 solid Substances 0.000 claims description 9
238000006243 chemical reaction Methods 0.000 claims description 7
238000000034 method Methods 0.000 claims description 7
238000002360 preparation method Methods 0.000 claims description 6
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 1
239000000853 adhesive Substances 0.000 abstract description 18
230000001070 adhesive effect Effects 0.000 abstract description 18
-1 poly-alkylene ether alcohol Chemical compound 0.000 description 12
229920001577 copolymer Polymers 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
239000000178 monomer Substances 0.000 description 10
239000003995 emulsifying agent Substances 0.000 description 9
239000000243 solution Substances 0.000 description 9
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
239000004698 Polyethylene Substances 0.000 description 6
229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
239000000839 emulsion Substances 0.000 description 5
238000002474 experimental method Methods 0.000 description 5
229920001519 homopolymer Polymers 0.000 description 5
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 5
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 5
RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 5
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
239000005058 Isophorone diisocyanate Substances 0.000 description 4
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
125000001033 ether group Chemical group 0.000 description 4
239000012948 isocyanate Substances 0.000 description 4
239000010985 leather Substances 0.000 description 4
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
239000004743 Polypropylene Substances 0.000 description 3
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
150000001298 alcohols Chemical class 0.000 description 3
239000013011 aqueous formulation Substances 0.000 description 3
150000002513 isocyanates Chemical class 0.000 description 3
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
229920000139 polyethylene terephthalate Polymers 0.000 description 3
239000005020 polyethylene terephthalate Substances 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
229920003009 polyurethane dispersion Polymers 0.000 description 3
239000004800 polyvinyl chloride Substances 0.000 description 3
229920000915 polyvinyl chloride Polymers 0.000 description 3
QKOWXXDOHMJOMQ-UHFFFAOYSA-N 1,3,5-tris(6-isocyanatohexyl)biuret Chemical compound O=C=NCCCCCCNC(=O)N(CCCCCCN=C=O)C(=O)NCCCCCCN=C=O QKOWXXDOHMJOMQ-UHFFFAOYSA-N 0.000 description 2
LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 2
OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical group OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 2
JSFITYFUKSFPBZ-UHFFFAOYSA-N 4-(7-methyloctyl)phenol Chemical compound CC(C)CCCCCCC1=CC=C(O)C=C1 JSFITYFUKSFPBZ-UHFFFAOYSA-N 0.000 description 2
NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 2
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
239000000945 filler Substances 0.000 description 2
239000000417 fungicide Substances 0.000 description 2
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
239000003999 initiator Substances 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
238000002156 mixing Methods 0.000 description 2
239000000123 paper Substances 0.000 description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
239000004033 plastic Substances 0.000 description 2
229920000573 polyethylene Polymers 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
235000013772 propylene glycol Nutrition 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000011347 resin Substances 0.000 description 2
CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 2
159000000000 sodium salts Chemical class 0.000 description 2
229910052938 sodium sulfate Inorganic materials 0.000 description 2
235000011152 sodium sulphate Nutrition 0.000 description 2
238000003756 stirring Methods 0.000 description 2
239000004753 textile Substances 0.000 description 2
239000002562 thickening agent Substances 0.000 description 2
238000005829 trimerization reaction Methods 0.000 description 2
AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
239000002023 wood Substances 0.000 description 2
KCZQSKKNAGZQSZ-UHFFFAOYSA-N 1,3,5-tris(6-isocyanatohexyl)-1,3,5-triazin-2,4,6-trione Chemical compound O=C=NCCCCCCN1C(=O)N(CCCCCCN=C=O)C(=O)N(CCCCCCN=C=O)C1=O KCZQSKKNAGZQSZ-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
241000518994 Conta Species 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
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229920000881 Modified starch Polymers 0.000 description 1
CVGYTOLNWAMTRJ-UHFFFAOYSA-N N=C=O.N=C=O.CCCCC(C)C(C)(C)C Chemical compound N=C=O.N=C=O.CCCCC(C)C(C)(C)C CVGYTOLNWAMTRJ-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
239000005062 Polybutadiene Substances 0.000 description 1
229920000388 Polyphosphate Polymers 0.000 description 1
229920001219 Polysorbate 40 Polymers 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
239000006004 Quartz sand Substances 0.000 description 1
KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
150000001252 acrylic acid derivatives Chemical class 0.000 description 1
239000000654 additive Substances 0.000 description 1
WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
229920000615 alginic acid Polymers 0.000 description 1
235000010443 alginic acid Nutrition 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000010425 asbestos Substances 0.000 description 1
TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
239000010428 baryte Substances 0.000 description 1
229910052601 baryte Inorganic materials 0.000 description 1
235000012216 bentonite Nutrition 0.000 description 1
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000005018 casein Substances 0.000 description 1
BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
235000021240 caseins Nutrition 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
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239000000919 ceramic Substances 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
125000000853 cresyl group Chemical class C1(=CC=C(C=C1)C)* 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 description 1
239000012975 dibutyltin dilaurate Substances 0.000 description 1
150000001993 dienes Chemical class 0.000 description 1
VFNGKCDDZUSWLR-UHFFFAOYSA-L disulfate(2-) Chemical compound [O-]S(=O)(=O)OS([O-])(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-L 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
238000007720 emulsion polymerization reaction Methods 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
125000002768 hydroxyalkyl group Chemical group 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
229910010272 inorganic material Inorganic materials 0.000 description 1
239000011147 inorganic material Substances 0.000 description 1
229920000126 latex Polymers 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
235000019426 modified starch Nutrition 0.000 description 1
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
239000005445 natural material Substances 0.000 description 1
239000000025 natural resin Substances 0.000 description 1
239000012457 nonaqueous media Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920002857 polybutadiene Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
239000001205 polyphosphate Substances 0.000 description 1
235000011176 polyphosphates Nutrition 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000004321 preservation Methods 0.000 description 1
239000000047 product Substances 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000010453 quartz Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000013049 sediment Substances 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
235000019982 sodium hexametaphosphate Nutrition 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008107 starch Substances 0.000 description 1
229910052572 stoneware Inorganic materials 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000758 substrate Substances 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
239000000057 synthetic resin Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical group C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
229920001567 vinyl ester resin Polymers 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/7806—Nitrogen containing -N-C=0 groups
- C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/2815—Monohydroxy compounds
- C08G18/283—Compounds containing ether groups, e.g. oxyalkylated monohydroxy compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/703—Isocyanates or isothiocyanates transformed in a latent form by physical means
- C08G18/705—Dispersions of isocyanates or isothiocyanates in a liquid medium
- C08G18/706—Dispersions of isocyanates or isothiocyanates in a liquid medium the liquid medium being water
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
- C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2170/00—Compositions for adhesives
- C08G2170/80—Compositions for aqueous adhesives

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Dispersion Chemistry (AREA)
Polyurethanes Or Polyureas (AREA)
Adhesives Or Adhesive Processes (AREA)

CA002055419A 1990-11-20 1991-11-13 Formulation non aqueuse de polyisocyanate Expired - Lifetime CA2055419C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE4036927A DE4036927A1 (de)	1990-11-20	1990-11-20	Nichtwaessrige polyisocyanatzubereitung
DEP4036927.7		1990-11-20

Publications (2)

Publication Number	Publication Date
CA2055419A1 CA2055419A1 (fr)	1992-05-21
CA2055419C true CA2055419C (fr)	1999-07-13

Family

ID=6418606

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002055419A Expired - Lifetime CA2055419C (fr)	1990-11-20	1991-11-13	Formulation non aqueuse de polyisocyanate

Country Status (5)

Country	Link
US (1)	US5387367A (fr)
EP (1)	EP0486881B1 (fr)
CA (1)	CA2055419C (fr)
DE (2)	DE4036927A1 (fr)
ES (1)	ES2096612T3 (fr)

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DE4226243A1 (de) *	1992-08-08	1994-02-10	Herberts Gmbh	Wasserverdünnbares Überzugsmittel auf Polyol- und Polyisocyanatbasis, Verfahren zu dessen Herstellung und seine Verwendung
DE4315593C2 (de) *	1993-05-11	2001-06-13	Westdeutsche Farbengesellschaf	Verfahren zur Herstellung eines Zweikomponentenlacks
DE4332322A1 (de) *	1993-09-23	1995-03-30	Bayer Ag	Wasserlösliche bzw. -dispergierbare Polyisocyanat-Zubereitung
US5414041A (en) *	1994-04-08	1995-05-09	Rohm And Haas Company	Waterborne coating composition
DE4418157A1 (de)	1994-05-25	1995-11-30	Basf Ag	Thermokoagulierbare wässerige Polyurethan-Dispersionen
DE4420012A1 (de)	1994-06-08	1995-12-14	Basf Ag	Verfahren zur Herstellung von strahlungshärtbaren Acrylaten
DE19506534A1 (de) *	1995-02-24	1996-08-29	Bayer Ag	Wasserdispergierbare Polyisocyanatgemische
AU4908796A (en) *	1995-03-27	1996-10-16	Ppg Industries, Inc.	Emulsifiers and their use in water dispersible polyisocyanat e compositions
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US6153690A (en) *	1996-05-29	2000-11-28	Rohm And Haas Company	Method of producing isocyanate-modified latex polymer
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JP3792037B2 (ja)	1998-01-07	2006-06-28	サンライズ・エム・エス・アイ株式会社	非膨潤型シーリング材及びその製造方法
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AT408657B (de)	1999-12-23	2002-02-25	Solutia Austria Gmbh	Wässriges überzugsmittel
AT408659B (de)	1999-12-23	2002-02-25	Solutia Austria Gmbh	Wässriges überzugsmittel
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DE10238146A1 (de) *	2002-08-15	2004-02-26	Basf Ag	Wasseremulgierbare Isocyanate mit verbesserten Eigenschaften
DE10350241A1 (de) *	2003-10-27	2005-05-19	Basf Ag	Wasseremulgierbare Isocyanat-Zubereitung mit einem Emulgator auf Basis von 2,4'-MDI
DE112004002208T5 (de) *	2003-12-12	2006-11-16	Sanyo Chemical Industries, Ltd.	In Wasser dispergierte Schlämmenbeschichtung
DE102004056849A1 (de) *	2004-11-25	2006-06-08	Bayer Materialscience Ag	Neue Polyisocyanatgemische, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Härterkomponente in Polyurethanlacken
KR101060788B1 (ko)	2005-03-23	2011-08-30	니폰 제온 가부시키가이샤	비수 전해질 2차 전지 전극용 바인더, 전극, 및 비수전해질 2차 전지
DE102005053678A1 (de) *	2005-11-10	2007-05-16	Bayer Materialscience Ag	Hydrophile Polyisocyanatgemische
US20090171017A1 (en) *	2006-04-28	2009-07-02	Basf Se	Contact adhesive containing n-butylacrylate and hydroxybutyl(meth)acrylate
DE102008040980A1 (de)	2007-08-29	2009-03-05	Basf Se	Verfahren zur Herstellung von koloriertem Papier oder Textil
WO2009074630A2 (fr)	2007-12-11	2009-06-18	Basf Se	Procédé de fabrication de nano et de mésofibres par électrofilage de dispersions colloïdales contenant au moins un polymère essentiellement insoluble dans l'eau
WO2009141289A1 (fr) *	2008-05-20	2009-11-26	Basf Se	Polyisocyanates émulsifiables dans l’eau
EP2154206A1 (fr)	2008-07-26	2010-02-17	Bayer MaterialScience AG	Dispersions de nanoparticules stabilisées
DE102008042523B4 (de)	2008-10-01	2015-10-15	Leibniz-Institut Für Polymerforschung Dresden E.V.	Triblockcopolymere, ihre Herstellung und Verwendung
DE102009045651A1 (de)	2008-10-17	2010-04-29	Basf Se	Textilien und Verfahren zu ihrer Herstellung
DE102009012312A1 (de) *	2009-03-09	2010-09-16	Bayer Materialscience Ag	Reaktive Polyurethan-Zusammensetzungen
EP2236532A1 (fr)	2009-03-31	2010-10-06	Bayer MaterialScience AG	Polyisocyanates hydrophiles à nanoparticules modifiées
EP2236531A1 (fr)	2009-03-31	2010-10-06	Bayer MaterialScience AG	Nouveaux systèmes de revêtement 2K PUR aqueux pour une protection contre la corrosion améliorée
WO2010119002A1 (fr)	2009-04-16	2010-10-21	Basf Se	Particules sphériques et leur utilisation
EP2368928B1 (fr)	2010-03-24	2013-10-30	Basf Se	Isocyanates hydroémulsifiants ayant des caractéristiques améliorées
EP2368926B1 (fr)	2010-03-25	2013-05-22	Basf Se	Isocyanates hydroémulsifiants ayant des caractéristiques améliorées
DE102012207400A1 (de)	2011-05-10	2012-11-15	Basf Se	Artikel, seine Herstellung und Verwendung
US9683127B2 (en)	2012-09-28	2017-06-20	Basf Se	Water-emulsible isocyanates having improved gloss
KR20160003851A (ko)	2013-05-02	2016-01-11	바스프 에스이	개선된 광택을 가지는 코팅을 위한 수-유화성 이소시아네이트
DE102013210787A1 (de)	2013-06-10	2014-12-11	Basf Se	Sphärische Partikel und ihre Verwendung
EP2990398B1 (fr)	2014-08-29	2018-12-19	Covestro Deutschland AG	Ester d'acide polyasparaginique hydrophile
JP6797129B2 (ja)	2015-03-16	2020-12-09	コベストロ、ドイチュラント、アクチエンゲゼルシャフトＣｏｖｅｓｔｒｏＤｅｕｔｓｃｈｌａｎｄＡｇ	１，５−ジイソシアナトペンタンに基づく親水性ポリイソシアネート
KR20180051515A (ko)	2015-09-09	2018-05-16	코베스트로 도이칠란트 아게	스크래치-내성 수성 2k pu 코팅
KR102555281B1 (ko)	2015-09-09	2023-07-14	코베스트로 도이칠란트 아게	스크래치-내성 2-성분 폴리우레탄 코팅
EP3599255A1 (fr)	2018-07-23	2020-01-29	Covestro Deutschland AG	Polyisocyanates ioniquement hydrophilisés par séchage amélioré
ES2913002T3 (es)	2018-07-20	2022-05-30	Covestro Intellectual Property Gmbh & Co Kg	Poliisocianatos iónicamente hidrofilizados con secado mejorado
US12168711B2 (en)	2019-06-24	2024-12-17	Basf Se	Water-emulsifiable isocyanates with improved properties
HUE066656T2 (hu)	2020-02-17	2024-08-28	Covestro Deutschland Ag	Poliizocianát készítmények
EP4301798A1 (fr)	2021-03-02	2024-01-10	Basf Se	Polyisocyanates émulsifiables dans l'eau présentant des propriétés améliorées
EP4116349A1 (fr)	2021-07-07	2023-01-11	Covestro Deutschland AG	Polyisocyanates comportant des structures de silane et de thioallophanate rendues hydrophiles
EP4116347A1 (fr)	2021-07-07	2023-01-11	Covestro Deutschland AG	Adhésifs à dispersion de polyuréthane à deux composants

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EP0013112A1 (fr) *	1978-12-27	1980-07-09	Imperial Chemical Industries Plc	Compositions émulsifiables et émulsions aqueuses d'isocyanates organiques et procédé les utilisant comme liants pour la fabrication de feuilles de lignocellulose
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DE3900257A1 (de) *	1989-01-06	1990-07-12	Bayer Ag	Hydrophile, (meth)acryloylgruppen aufweisende polyurethane, deren verwendung als reaktive emulgatoren fuer radikalisch haertbare kunstharze, ein in wasser dispergierbares gemisch radikalisch haertbarer kunstharze und ein waessriges beschichtungsmittel auf basis eines solchen gemischs
DE3911827A1 (de) *	1989-04-11	1990-10-25	Basf Ag	Waessrige dispersionen von durch einwirkung von energiereicher strahlung vernetzbaren polyurethanen
DE4129953A1 (de) *	1991-09-10	1993-03-11	Bayer Ag	Polyisocyanatgemische, ein verfahren zu ihrer herstellung und ihre verwendung
US5290902A (en) *	1993-06-22	1994-03-01	Miles Inc.	Polyisocyanates containing allophanate and isocyanurate groups, a process for their production from cyclic diisocyanates and their use in two-component coating compositions

1990
- 1990-11-20 DE DE4036927A patent/DE4036927A1/de not_active Withdrawn
1991
- 1991-11-07 EP EP91118953A patent/EP0486881B1/fr not_active Expired - Lifetime
- 1991-11-07 DE DE59108532T patent/DE59108532D1/de not_active Expired - Lifetime
- 1991-11-07 ES ES91118953T patent/ES2096612T3/es not_active Expired - Lifetime
- 1991-11-13 CA CA002055419A patent/CA2055419C/fr not_active Expired - Lifetime
1994
- 1994-03-07 US US08/206,893 patent/US5387367A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
EP0486881B1 (fr)	1997-02-05
US5387367A (en)	1995-02-07
DE4036927A1 (de)	1992-05-21
EP0486881A2 (fr)	1992-05-27
DE59108532D1 (de)	1997-03-20
EP0486881A3 (en)	1993-03-10
CA2055419A1 (fr)	1992-05-21
ES2096612T3 (es)	1997-03-16

Publication	Publication Date	Title
CA2055419C (fr)	1999-07-13	Formulation non aqueuse de polyisocyanate
CA1248652A (fr)	1989-01-10	Preparation de polyisocyanate soluble a l'eau, et son emploi a titre d'additif pour colles aqueuses
US5334637A (en)	1994-08-02	Isocyanatocarboxylic acids, a process for their preparation and their use in coating compositions as cross-linking agents
CA1320784C (fr)	1993-07-27	Methode de preparation de polyisocyanates modifies; polyisocyanates ainsi obtenus et leur utilisation comme liants ou comme constituants de liants
JPH04211418A (ja)	1992-08-03	ポリイソシアネート混合物、その製造方法、並びに被覆組成物用の結合剤として或いはイソシアネート基もしくはカルボキシル基に対し反応性の化合物に関する反応体としてのその使用
AU2006235792A1 (en)	2007-05-24	Hydrophilic polyisocyanate mixtures
CA2394181C (fr)	2010-02-02	Melanges de polyisocyanate dispersables dans l'eau et hautement fonctionnels
KR101131377B1 (ko)	2012-04-04	개선된 특성을 갖는 수유화성 이소시아네이트
EP2316866A1 (fr)	2011-05-04	Préparation aqueuse à base de polymères de polyuréthane cristallins ou semi-cristallins
US7005470B2 (en)	2006-02-28	Aqueous 2K PUR systems
US5880312A (en)	1999-03-09	Semicarbazide derivative and a coating composition containing the same
KR100611257B1 (ko)	2006-08-10	향상된 내충격성 및 높은 안정성 및 양호한 광학 특성을갖는 수성 2성분 폴리우레탄 계, 이의 제조 방법 및 이의용도
US6528573B1 (en)	2003-03-04	Aqueous two-component polyurethane systems with increased impact resistance and good stability properties, method for producing same and their use
CA2431828A1 (fr)	2003-12-17	Polyisocyanates sequences
ZA200005145B (en)	2001-08-23	Process for coating substrates having polar surfaces with polyurethane latexes.
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